Caribe Hilton (Just Renovated great bar) but is adding condos next door. So make sure to ask where your room is facing.
Hilton St. Lucia is very quite and the suites have there own plunge pool.
Hilton has a bunch of new hotels called Coral by Hilton (all-inculsive) I don't know much about them.
Marriott San Juan (dated)I would stay away.
Marriott St Kitts (brand new)I have not been but I heard they have rates as low as $99 during the summer as an openning sale.
Westin St. John (fantastic) Quite and Wonderful. Lots of extra fees (resort and transportation)
Grand Cayman only if you are a diver otherwise it is to expensive
San Juan only if you are looking for night life otherwise there are better beaches.
St. John and St. Lucia are great.